Top Florida Historical Tours

Discover the United States’ oldest city as you embark on a historic walking tour through St. Augustine. Join a small group and visit top landmarks such as the oldest masonry fort in the US, the oldest grid system, and Flagler College. While you explore, your guide sheds light on the tumultuous history of the 450-year-old city.

See St. Augustine's key landmarks—and enjoy a one-of-a-kind, environmentally friendly way of traveling—on a small-group electric golf cart tour. Choose a convenient morning or afternoon tour time, meet your guide in the city center, and hop on board. See St. Augustine landmarks, including the Castillo de San Marcos, Tolomato Cemetery, and Mission Nombre de Dios, and learn all about the city’s centuries of history.

Explore St. Augustine’s historic districts on a small-group tour designed to provide clear historical context without extensive walking. Traveling by low-speed vehicle, cover key landmarks efficiently while hearing structured commentary through a premium sound system. With pickup included and a maximum of seven guests, this tour offers a more personalized way to understand the city’s layered history in a compact timeframe.

Discover the rich history of Amelia Island with a small-group sightseeing tour. Set out in an air-conditioned minibus for a guided tour of Amelia Island and learn about different phases of local history from the Timucua Indians to the modern shrimping industry. Hear stories about local historic figures as you get your bearings in Amelia Island.

Enjoy a comfortable and flexible way to explore the best of St. Augustine on this narrated Old Town trolley tour. See dozens of points of interest, such as the Old Jail, Flagler College, and Spanish colonial neighborhoods. Along the way, discover more about America’s oldest city, founded in 1565, from your conductor, and listen as they share in-depth narration about St. Augustine's history.

Explore one of Florida's most picturesque harbors on this Tampa history cruise that transports travelers back in time across stunning blue waters. See the real-life pirate ship known as Gabriella up close and take in views of million-dollar homes, popular museums, and the famous 'Plant Hotel' as you listen to expert commentary about the city's rich past.

Discover the sights and marine life of Naples on a sightseeing cruise. You have the opportunity to see birds, dolphins, and, season permitting, manatees. The cruise also takes you past the area’s top mansions, Keewaydin Island, and more. Relax and learn about local history, wildlife, and celebrity real estate during on board commentary. It’s the perfect time to take unobstructed photographs of the city and its natural surroundings.

Explore the scenic beauty of Peanut Island on this 3-hour sandbar and swim tour. Departing from Lake Park Marina, the adventure begins with a cruise through the Intracoastal Waterway before stopping at a shallow, crystal-clear sandbar. Enjoy paddleboarding, lounging on oversized water mats, or simply soaking in the sun with friends. Your captain shares captivating tales about Peanut Island and the historic Kennedy Bunker, enhancing your experience with local insights. This BYOB tour is perfect for couples, groups of friends, or anyone seeking relaxation in one of Palm Beach's most beautiful settings. - Duration: 3 hours of fun and relaxation - Includes water toys, bottled drinks, and snacks - Capacity of 34, ensuring a fun group experience - Perfect for those looking to unwind on the water

Explore downtown Pensacola without getting lost on this hop-on hop-off bus tour—a great choice for first-time visitors. Take as much time as you like at each stop and sightsee at your own pace. Your pass includes a guided tour of Pensacola’s oldest house and a self-guided tour of the old cemetery. Plus, enjoy commentary from your guide and over $100 worth of discounts at businesses and attractions along the route.

Unless you’re a history buff, history tours can sometimes feel a bit dry and stuffy. Instead, opt for this Walking Ghost Tour in Tampa that adds a mysterious touch to the city’s past, making for a scary-good time. You’ll see places such as the Tampa Theatre, Old City Hall, and other landmarks and streets where the true stories are sure to give you chills.

Visit a landmark of space exploration with admission to the Kennedy Space Center at Cape Canaveral, the launch site for some of America’s most important missions. Your ticket to the Kennedy Space Center includes access to the Space Shuttle 'Atlantis,' a bus tour of the grounds, an astronaut encounter, and the chance to try a shuttle simulator and virtual moonwalk.

Witness the stunning sunset over the Gulf of Mexico on this peaceful cruise in Islamorada. Aboard the Morada Mermaid, enjoy a relaxing ride as the sky transforms into a palette of vibrant colors. Your friendly captain will share fascinating local history while you savor light snacks and celebrate with a champagne toast. This 1.5-hour sightseeing tour is ideal for couples, families, and groups, offering delightful views and excellent photo opportunities. - Duration: 1.5 hours on the water - Includes light snacks and a champagne toast - Experience local wildlife, such as dolphins and manatees - Great for all ages, with a minimum of 8 guests required to depart

Embark on a spine-tingling adventure as you explore the eerie side of the city's River District. Starting at the Flame Red Fire Dance Sculpture, where mysterious lights and ghostly figures are said to appear, you'll be led through seven haunted locations, each with its own dark history waiting to be uncovered. Learn about the connection between Ford's Garage and Al Capone, search for the spirit of a tragic young woman along the riverbanks, and unravel the secrets of the McGregor Boulevard bones. By the end of the tour, you'll have a collection of chilling stories to share with your loved ones. Join us at 8 PM for a mile-long journey through the most haunted spots in Fort Myers, including the Fire Dance Sculpture, Centennial Park, and Main St & Monroe St. Dare to step into the shadows and meet the spirits that await you... if you're brave enough!

Explore the best that Key West has to offer on this narrated tour aboard a miniature train. See Key West’s top attractions and learn about the Conch Republic’s history and residents, including Ernest Hemingway and Harry Truman. Get to know Old Town Key West, from the Front Street Depot to Mallory Square, and learn the stories behind the sights from the live on-board commentary.

We offer a one-hour horseback riding tour through the enchanting trails of Historic Virginia Key Beach Park. Guests learn about the park's history, local nature all while connecting with our well-trained horses that are suitable for riders of all levels. Guests will start riding through the trails and finish off riding their horse on the pristine waters of the Historic Virginia Key Beach Park. The ranch is committed to providing guests with the best possible experience, ensuring the comfort and safety of their horses.

Key West is rich in spooky history but you need a local's insight to fill you in. This walking tour is focused on the island city's hauntings and ghost tales. As you visit notable spots such as St. Paul's Episcopal Church and the Audubon House and Tropical Gardens, your guide will shed light on prominent figures and the dark history of Key West.

Discover the delectable highlights of Sarasota's thriving dining scene on this small-group, evening tasting tour. Meet your guide in central Sarasota, and come with an appetite: you'll visit several local restaurants, and will enjoy enough samples to add up to a meal (alcoholic drinks additional expense). As you go, soak up the convivial atmosphere, and learn more about Sarasota's unique culture and culinary offerings.

Pedal through the charming streets of Old Town Key West on a guided bike tour, perfect for first-timers exploring the island. Along the way, you’ll uncover its rich history and stop at iconic spots like Mallory Square, Mile Marker Zero, and the Southernmost Point Buoy. With morning and afternoon tour options, it’s easy to soak in panoramic ocean views and experience Key West at your own pace.

Discover Key West through its most iconic dessert on a small-group walking tour of the Historic Seaport. Sample different styles of key lime pie and a cocktail while a guide shares local history and context. Combining tastings with storytelling, this experience offers a structured, engaging, and delicious way to explore Key West—perfect for first-time visitors and avid foodies alike.

Discover the best of Sarasota, Florida as you embark on a sightseeing tour of the city. Climb aboard your air-conditioned vehicle and see several points of interest including the Ringling Museum and College, Selby Library, and the Sarasota Opera House. While you ride, learn about the vibrant history and culture of the city from your guide.

Jimmy Buffett has left his mark on Key West since he arrived 50 years ago. If you have a passion for all things Buffett and Margaritaville, this walking tour is the best way to find the locations around Old Key West that inspired his songs. Your guide will also take you to the location of his first gig, some of his favorite watering holes, bars he played in and his recording studio.

Sightsee around Downtown St. Petersburg, Florida in comfort and ease—and discover more of its top landmarks than you could if you were exploring on foot—thanks to this time-saving street-legal golf cart tour. Learn all about the city’s culture and history from your guide with your small group of fellow travelers, and pick your guide’s brain about what to do and where to eat next.

Tampa is a city of many cultures, communities, and cuisines. Cruise around in a street-legal golf cart and discover local secrets, history, and culture from a local guide. Ride around multiple parts of the city where you’ll pass by the city's most expensive neighborhoods, historic Ybor City, restaurants, shops, and much more. All you have to do is sit back and relax as you enjoy the best of Tampa.